2-(2-呋喃基)-1,3-二氧戊环-4-甲醇 | 1708-42-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 中文名称: 2-(2-呋喃基)-1,3-二氧戊环-4-甲醇
• 中文别名: [2-(呋喃-2-基)-1,3-二噁戊环-4-基]甲醇
• 英文名称: (2-(furan-2-yl)-1,3-dioxolan-4-yl)-methanol
• 英文别名: (2-(fural-2-yl)-1,3-dioxolan-4-yl)methanol；(2-(furan-2-yl)-1,3-dioxolan-4-yl)methanol；(2-furan-2-yl-[1,3]dioxolan-4-yl)-methanol；2-(2-furyl)-4-hydroxymethyl-1,3-dioxolane；1,3-DIOXOLANE-4-METHANOL, 2-(alpha-FURYL)-；[2-(furan-2-yl)-1,3-dioxolan-4-yl]methanol
• CAS: 1708-42-5
• 化学式: C₈H₁₀O₄
• 分子量: 170.165
• InChiKey: BKRXMKVDYAWYHS-UHFFFAOYSA-N

物化性质

• 沸点：
  154-156 °C(Press: 14 Torr)
• 密度：
  1.247±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  糠醛 、 甘油 在 polystyrene-sulfonic acid resin-D₇₂ 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以90%的产率得到2-(2-呋喃基)-1,3-二氧戊环-4-甲醇
  参考文献：
  名称：

  醇和醛制备缩醛的新催化方法

  摘要：

  摘要 使用树脂-D72 催化剂在回流和水分离器条件下，用乙二醇、3-氯-1,2-丙二醇、1,2-丙二醇和1,2,3-丙三醇以高产率研究了醛的缩醛化反应。该反应简单、高效且具有化学选择性，并且不涉及任何其他添加剂。

  DOI：

  10.1080/00397910600616628

文献信息

• Modified boehmite: a choice of catalyst for the selective conversion of glycerol to five-membered dioxolane
  作者：Manas Barik、Jyotiranjan Mishra、Shilpa Dabas、Eswaran Chinnaraja、Saravanan Subramanian、Palani S. Subramanian

  DOI：10.1039/d1nj04860k

  日期：——

  The catalytic activity of WO₃@boehmite for the acetalization of glycerol with aromatic aldehydes is described in this article. The catalyst is selective towards dioxolane (up to 96%) with excellent conversion (up to 100%) in selective substrates.

  本文描述了WO₃@伯胺对甘油与芳香醛进行缩醛反应的催化活性。该催化剂对二氧杂环戊醚具有选择性（高达96%），在选择性底物中具有优异的转化率（高达100%）。
• Design of highly efficient Mo and W-promoted SnO₂solid acids for heterogeneous catalysis: acetalization of bio-glycerol
  作者：Baithy Mallesham、Putla Sudarsanam、Gangadhara Raju、Benjaram M. Reddy

  DOI：10.1039/c2gc36152c

  日期：——

  Development of highly promising solid acids is one of the key technologies to meet the essential challenges of economical and environmental concerns. Thus, novel molybdenum and tungsten promoted SnO2 solid acids (wet-impregnation) and pure SnO2 (fusion method) were prepared. The synthesized catalysts were systematically analyzed using various techniques, namely, XRD, BET surface area, pore size distribution, XPS, FTIR, FTIR of adsorbed pyridine, Raman, NH3-TPD, and H2-TPR. XRD results suggested formation of nanocrystalline SnO2 solid solutions due to the incorporation of molybdenum and tungsten cations into the SnO2 lattice. All the materials exhibited smaller crystallite size, remarkable porosity, and high specific surface area. Raman measurements suggested the formation of more oxygen vacancy defects in the doped catalysts, and the TPR results confirmed facile reduction of the doped SnO2. NH3-TPD studies revealed the beneficial role of molybdenum and tungsten oxides on the acidic properties of the SnO2. FTIR studies of adsorbed pyridine showed the existence of a larger number of Brønsted acidic sites compared to Lewis acidic sites in the prepared catalysts. The resulting catalysts are found to be efficient solid acids for acetalization of glycerol with acetone, furfural, and its derivatives under solvent-free and ambient temperature conditions. Particularly, the Mo6+-doped SnO2 catalyst exhibited excellent catalytic performance in terms of both glycerol conversion and selectivity of the products. The increased presence of acidic sites and enhanced specific surface area, accompanied by notable redox properties and superior lattice defects are found to be the decisive factors for better catalytic activity of the Mo6+-doped SnO2 sample. The investigated SnO2 solid acids represent a novel class of heterogeneous catalysts useful for the transformation of glycerol to value-added products in an eco-friendly manner.

  开发高潜力的固体酸是应对经济和环境挑战的关键技术之一。因此，制备了新型的钼和钨促进的SnO2固体酸（湿浸法）以及纯SnO2（熔融法）。合成的催化剂采用多种技术系统性分析，包括XRD、BET比表面积、孔径分布、XPS、FTIR、吸附吡啶的FTIR、拉曼光谱、NH3-TPD和H2-TPR。XRD结果表明，钼和钨阳离子掺入SnO2晶格中形成了纳米晶体SnO2固溶体。所有材料都表现出较小的晶体尺寸、显著的孔隙率和高比表面积。拉曼光谱测量表明，掺杂催化剂中形成了更多的氧缺陷，TPR结果证实了掺杂SnO2的易还原性。NH3-TPD研究揭示了钼和钨氧化物对SnO2酸性特性的有益作用。吸附吡啶的FTIR研究显示，与路易斯酸性位点相比，所制备催化剂中布朗斯特酸性位点的数量更多。所得催化剂被发现是高效的固体酸，能够在无溶剂和常温条件下，将甘油与丙酮、呋喃醛及其衍生物进行缩醛化。特别是，Mo6+掺杂的SnO2催化剂在甘油转化率和产物选择性方面展现出优异的催化性能。酸性位点的增加和比表面积的提升，以及显著的红氧还原特性和优越的晶格缺陷被认为是Mo6+掺杂的SnO2样品具有较好催化活性的决定性因素。所研究的SnO2固体酸代表了一类新型的异相催化剂，适用于以环保方式将甘油转化为增值产品。
• Eco-friendly synthesis of bio-additive fuels from renewable glycerol using nanocrystalline SnO2-based solid acids
  作者：Baithy Mallesham、Putla Sudarsanam、Benjaram M. Reddy

  DOI：10.1039/c3cy00825h

  日期：——

  sites than Lewis acidic sites in the synthesized catalysts. Promoted SnO2 catalysts exhibited a promising catalytic performance for glycerol acetalization with acetone and furfural, and the activity of the catalysts was found to increase in the following order: SnO2 < WO3/SnO2 < MoO3/SnO2 < SO42−/SnO2. The outstanding performance of the SO42−/SnO2 catalyst is mainly due to the existence of a large amount

  进行本工作的目的是使用基于SnO 2的固体酸由甘油缩醛化来合成有价值的生物添加剂燃料。使用湿浸渍法将各种促进剂，即SO 4 2-，MoO 3和WO 3引入到SnO 2中。通过XRD，BET表面积，BJH分析，FT-IR，吡啶吸附的FT-IR，NH 3 -TPD，ICP-OES和XPS技术已经实现了广泛的理化表征。加入WO 3，MoO后，SnO 2的BET表面积从11分别显着提高到32、56和41 m 2 g -1。3和SO 4 2-启动子。XPS研究表明，在制备的样品中，Sn以+4氧化态存在，而Mo，W和S以+6氧化态存在。此外，SO 4 2- / SnO 2样品还包含超酸性部位，以及强酸性和中酸性部位。对于SnO 2，WO 3 / SnO 2，MoO 3 / SnO 2和SO 4 2- / SnO 2，酸性部位的量为46.47、61.81、81.45和186.98μmolg -1。样本。
• Al-SBA-15 catalysed cross-esterification and acetalisation of biomass-derived platform chemicals
  作者：Camino Gonzalez-Arellano、Rick A. D. Arancon、Rafael Luque

  DOI：10.1039/c4gc01105h

  日期：——

  Al-SBA-15 exhibited excellent catalytic activities in acid-catalysed glycerol transformation including esterification and acetalisation reactions.

  Al-SBA-15在酸催化的甘油转化中表现出优异的催化活性，包括酯化和缩醛化反应。
• A green approach for the preparation of a surfactant embedded sulfonated carbon catalyst towards glycerol acetalization reactions
  作者：Anindya Ghosh、Aniruddha Singha、Aline Auroux、Avik Das、Debasis Sen、Biswajit Chowdhury

  DOI：10.1039/d0cy00336k

  日期：——

  this work, a cationic surfactant (CTAB) embedded sulfonated carbon catalyst was prepared via a sustainable route with the aim of having controlled surface hydrophobicity and acidity for glycerol acetalization reactions. The main objective of this study was to tune the hydrophobicity and acidic site density, either via adding a cationic surfactant or changing the carbon to sulphur ratio. The as-synthesized

  异质催化剂的绿色合成通常需要固态反应途径。在这项工作中，通过可持续途径制备了嵌入阳离子表面活性剂（CTAB）的磺化碳催化剂，目的是控制甘油缩醛化反应的表面疏水性和酸性。这项研究的主要目的是通过添加阳离子表面活性剂或改变碳硫比来调节疏水性和酸性位点密度。通过XRD，N 2吸附/解吸，SAXS，FESEM，FTIR，吡啶-IR，高温DR-FTIR，TGA，13表征合成后的催化剂C-NMR，拉曼和XPS技术。阳离子表面活性剂（CTAB）的加入减少了表面积，但更大程度地增加了酸性位点密度。通过XPS分析阐明了表面活性剂（CTAB）与表面羟基之间的键合。DR-FTIR研究表明–SO 3H基团牢固地键合到碳网络上，而从TGA研究中看到的较低的水质量损失表明，在用表面活性剂改性后，表面疏水性有了实质性的改善。此外，酸性位点密度和疏水性的结合在环境条件下获得约90％的甘油转化率和98％的脂解选择性方面起着